Heteroaryl sulfonamide synthesis: scope and limitations
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F22%3A00560393" target="_blank" >RIV/61389030:_____/22:00560393 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/22:73616703
Result on the web
<a href="https://doi.org/10.1039/d2ob00345g" target="_blank" >https://doi.org/10.1039/d2ob00345g</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d2ob00345g" target="_blank" >10.1039/d2ob00345g</a>
Alternative languages
Result language
angličtina
Original language name
Heteroaryl sulfonamide synthesis: scope and limitations
Original language description
Heteroaryl sulfonamides are important structural motifs in the medicinal and agrochemical industries. However, their synthesis often relies on the use of heteroaryl sulfonyl chlorides, which are unstable and toxic reagents. Herein, we report a protocol that allows direct oxidative coupling of heteroaryl thiols and primary amines, readily available and inexpensive commodity chemicals. The transformation proceeds under mild reaction conditions and yields the desired N-alkylated sulfonamides in good yields. N-alkyl heteroaryl sulfonamides can be further transformed using a microwave-promoted Fukuyama-Mitsunobu reaction to N,N-dialkyl heteroaryl sulfonamides. The developed protocols thus enable the preparation of previously difficult to prepare sulfonamides (toxic reagents, harsh conditions, and low yields) under mild conditions.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10609 - Biochemical research methods
Result continuities
Project
<a href="/en/project/EF16_019%2F0000738" target="_blank" >EF16_019/0000738: Centre for Experimental Plant Biology</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Organic & Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
1477-0539
Volume of the periodical
20
Issue of the periodical within the volume
15
Country of publishing house
GB - UNITED KINGDOM
Number of pages
6
Pages from-to
3154-3159
UT code for WoS article
000773578600001
EID of the result in the Scopus database
2-s2.0-85128383201